Trail Running calendar near Killington 2025-2026

We have found 33 Trailruns within 80 miles of Killington. See below where and when you can find the races.

Take on 8.2 miles and 3,010 ft of climbing at Killington Resort, summiting multiple peaks for sweeping mountain views. This limited field trail race tests runners on steep, rocky terrain with a memorable Needle's Eye finish.

July 2026

Celebrate July 4 with mountain races at Whiteface Mountain in the Adirondacks, from a scenic 10K to a tough 21K plus a spirited kids ascent. Sign up for a single race or the Vert Junky combo for extra climbing fun.

Scenic 5K and 10K trail races through the Green Mountain National Forest at Blueberry Hill Outdoor Center in Goshen. Proceeds support the center and registration opens Nov 1, 2025.

Take on Loon Mountain's Upper Walking Boss on July 12 in Lincoln, New Hampshire, a roughly one kilometer black diamond climb that will test every runner. Men, women and U20 categories plus a $1,500 challenge purse raise the stakes.

Take on the Magnificent Bastards Challenge in Corinth VT, where runners and ruckers run repeated one mile loops with big climbs until one remains. Register by June 25 for guaranteed custom Race Mozey silkies; medals for long finishers.

Push your limits at Last Man Standing Lake Placid on July 25, 2026 at Mt Van Hoevenberg. This backyard ultra sends runners on a 4.167 mile wooded loop each hour until one person remains, with awards and finisher medals for every milestone.

Tackle a scenic but rugged three day stage race around Lake Sunapee covering about 75 miles and 15,500 ft of climbing across technical single track, fire roads and gravel. Prefer one day? A 50k option follows the same corridor with roughly..

August 2026

Tackle rugged, high climbing trail ultras in the White Mountain National Forest with 20, 50 and 100 mile options. Expect technical trails, huge elevation, cupless aid and camping options for an epic mountain challenge.

Run the Triple Dam 10K in Perkinsville VT on August 23, 2026 for a scenic road and trail loop with a fun calf deep river crossing. Open to runners and walkers, proceeds support Springfield High School cross country.

Run the Black Bear Trail Races in Waterville Valley NH with options from a family friendly 1 mile fun run to a rugged 50K across White Mountain peaks. Scenic singletrack, big climbs and aid stations offer a memorable mountain challenge.

September 2026

Experience the Vermont 50 at Ascutney Outdoors with 50 mile mountain bike, 50 mile and 50 km ultras, relays and family fun rides. Now in its 33rd year, the weekend supports Vermont Adaptive and has a festival vibe.

October 2026

Run the Midstate Massive Ultra Trail on October 10 to 11, 2026 across central New England, a UTMB Index point to point ultramarathon along the Midstate Trail. Choose 100 mile, 50 mile or 50K courses that wind through mountains, fields and r..

Run the Trapp Lodge Mountain Marathon in Stowe, Vermont, with marathon and half options on a scenic 13.1 mile loop through Green Mountains trails. Expect steep climbs, scrambling and big elevation changes amid Vermont views.